Wife's Choice

Two years ago whilst on holiday in Spain, my wife had me fulfill a fantasy of hers. She'd always said I had the cutest arse she'd ever seen on a guy.
Her fantasy was to watch me having sex with another guy, and have him fuck me.
I was totally against it for a long time, but on that holiday we'd gotten really friendly with a dominant gay Serbian guy, who worked in our hotel pool bar. And he like my wife thought I had a very fuckable arse. The inference for him to fuck me went back and forth in my mind over a few days. Then after returning from a night out, we saw him about to close up the bar. Instead we stayed with him for a couple of hours drinking.
My wife mentioned her fantasy again and I somehow agreed.
In our room I watched as he stripped off. And thought no fucking way when his large cock sprang up and out from his boxers.
My wife couldn't have been more excited, so eventually I got on the bed with him and quickly, as not to deny my wife her thing, I sucked in his dick. She went crazy telling me how amazing it looked and how to suck him off, but he quietened her.
After I'd say a good fifteen minutes, of what I thought in my semi drunken state, was the best blow job given by any man, ever, he literally flipped me around and over so I was knelt in front of him.
Now he didn't know right then that I was an anal virgin. I hadn't told him otherwise, so he wrongly thought my wife watching me being fucked, had always been our thing. And because of that he wasted no time in thrusting his large cock up my arsehole.
To my utter surprise given its size, his cock slid all the way in and it only felt uncomfortable.
From then on I was fucked like a rag doll, with him giving me no concerns at all. If anything the more I moaned from his dick being so deep up my arse, the harder and deeper he screwed me.
My wife simply couldn't contain herself and began masturbating on the bed next to my face.
She was telling our guest to fuck me harder and he most definitely obliged her.
When the feeling changed from uncomfortable to sheer pleasure, I found myself backing onto him. Which in turn drove his cock even deeper up my arse.
I was completely his by the time my cock exploded all over the bed beneath me, and I couldn't help myself from telling him, like my wife had, to fuck me harder.
It was only a minute or two later when he came spurting his load deep inside my arsehole.
By then my wife had orgasmed twice herself and was asking our guest if he wanted to stay the night. He said he'd love to, just as my wife curled up and fell asleep.
We moved outside onto the balcony where I explained what for me had just happened. He couldn't believe I was a gay virgin and apologised for being so rough. But I told him I'd thoroughly enjoyed him fucking me, and that I'd love him to have sex with me again.
We had some beers I had in the fridge and sat talking quietly on the balcony. Then asking me to, I knelt in front of him and sucked in his cock. I took my time to discover my own way of sucking him off, and was delighted when he began telling me I was so good at giving head.
Still on the balcony, he had me lay on our beach towels before he entered me missionary. In that position I had my first ever gay kiss, with him fucking me holding my legs back.
He was in me so deep in that position I swear I could see his cock at my belly button.
When he came in me for the second time, we were kissing passionately and I was pulling him into me.
He stayed to sleep with me in the second bed. And that's how my wife found us, him spooning me from behind the following morning.
She was a little put out and I figured a little jealous too. Yet it was her who had wanted the whole thing all along. I ignored her looks and her comments throughout the day about me cheating on her. And I also made sure my Serbian lover understood before he left, i'd definitely have sex with him again.
Twice more I had sex with him during our remaining time away. My wife didn't find out about either time even though she was only feet away the last time, as he fucked me behind the bar.
Two years on and I'm a complete cock slut. I meet up with men, mostly older men, who love to fuck guys my age.
A few weeks ago just before lockdown took hold again, I met up with three men in the woods close to where I used to live. All three men fucked me in a frenzy of cocks, and then one of them stayed with me after the other two left, as it had begun to rain.
We got completely naked and had sex for the next half an hour. It was amazing being fucked in a downpour and wondered whilst he was fucking me, if my wife would want to watch.
She's opened a sexual box for me. One she's no longer part of. And given the choice which i'll make soon, i'll now take a full life of being gay.

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# 49045 - by PJ / January 17, 2021

- Gay Stories -

Bi-Sexual Male / 32

South American Jail

Back packing through South America with a friend, I was accused of selling cannabis.
After my arrest and a very brief court hearing, I was told I was going to have to stay at least a few days in jail until a full enquiry could be completed. If I was convicted after that, I'd be going to prison.
I had been smoking weed, but I only had a small amount on me when I was arrested. It was in my favour, but the guy who accused me of selling him cannabis, was himself selling it.
Within a few hours of being in the jail, I knew I was in trouble.
There were a couple of Europeans in there, but the vast majority were South Americans. I was twenty two, young looking and pretty much on my own.
One of the Europeans, a dutch guy, said to me, if I didn't tag on to him, and have him fuck me, I'd be 'Open' to them all.
Ignoring him at first, I was later cornered by two big guys. It was obvious even though we didn't speak each others language, what they had in mind. And there was no way, if they wanted me, I was going to be able to stop them.
Hearing a loud voice, they turned to see the dutch man walking towards them. He said something to them in their language and they immediately walked away.
He said to me "Now you show them you're mine".
In his space (There wasn't any cells as such, but he did have a small room with a blanket as a door). He told the young naked South American lad to leave, then told me to strip.
He removed his shorts and t shirt and I saw his muscular scarred body. Opening the blanket, he pushed me down and told me to suck him.
His cock was huge, and I resisted at first. Looking down at me, he said these exact words "Suck it, and then have me fuck you, or that lot will fuck you".
I turned to see at least ten guys watching from beyond the blanket. Realisation dawned on me and I sucked in my first ever cock.
Surprisingly I found after getting used to it, not only was I good at it, but also I kind of enjoyed giving him pleasure.
The blow job didn't last long though. Making me kneel up facing the entrance, I saw the other guys watching intently. Some were openly wanking, while others stood stoney faced.
Using something I didn't know what at the time, to smear my arsehole with, I felt him put his cock to my arsehole. I didn't stop looking at the men as he slid his cock deep inside me.
As soon as he penetrated me all but one guy walked away.
My Dutch man began to thrust into me and the pain hit.
He said something to the guy watching, but he just stood there with a stupid grin on his face.
Fucking me and telling me I was going to his 'boy' I gritted my teeth and tried to relax as he was asking me to.
I can't remember now how long he'd been fucking me, but id had my head down for a minute or so.
In seconds the pain went and I began to feel pleasure up my arse. Looking up, I saw the guy was gone and the Dutch man increased his thrusts.
My cock was pulsating so hard with each thrust, and eventually my cock erupted. He said something in Dutch and moments later I felt his cock flood my bowels with his cum.
We sat on his bed, but my sex lesson wasn't over. Pushing my head down, he told me I was to always lick and suck his cock and balls clean afterwards.
Later that evening he walked me through the jail. No one bothered him or me, and I knew then he wasn't someone you messed with.
In the corner of another area, I saw the guy who stayed to watch. He didn't look good with blood all over his swollen face.
My Dutch man told me, he'd disrespected him and his 'Capos', so his own 'crew' had taught him a lesson.
Across the yard and in full view, two of the guys who were wanking whilst watching me earlier, were sucking cock and being fucked. There were at least half a dozen guys with hard ons, waiting their turn.
Over the next few days I learned two fundamental things. Firstly my real court date wouldn't be for over a month. And secondly every time my Dutch man fucked me, which was pretty much twice a day, I began to love it and his cock more and more.
After a fortnight a guy did try to force me to suck his cock. An officer, which you rarely saw inside the internal part of the jail, saw us and mentioned I was the Dutch man's. He told the guard something in Spanish, and forced me to suck his dick for a few seconds before I broke away.
I didn't say anything to my lover, only because I didn't want any possible reason to lose my protection.
The guy I later learned, was carried out of the jail extremely unwell.
I spent precisely five weeks in there. Then as if nothing had happened, I was being released. All charges against me dropped.
Before I left, the Dutch man and I had one last hour long suck and fuck session. It was such a wonderful fuck, I actually came twice before he filled my fuckhole with his seed.
I learned my parents had 'paid' for my 'error'. And within hours I was on a plane to Miami, then home. My friend had been home for four weeks and had worked with my parents to get me out.
I repaid him three weeks later after tests, by relating my personal experiences in the jail, and finally letting him fuck me, down by our local river.
I'd known before we even decided on a back packing trip he was secretly into guys, and fancied me. But I was straight, then.
Nine months after our fuck down on the river Bank, I got a letter through the post. It had an Amsterdam post mark on it.
I met Lucas at Schiphol Airport too weeks later. After some sight seeing around Amsterdam, we drove to his beautiful apartment and I spent the most wonderful of nights getting to know him sexually in a totally different way.
The sex was far more sensual and for the first time we kissed, with Lucas finally sucking me off too.
It wasn't good for him to be seen as equal to me in jail. So he played his part and kept himself and me safe.
In his apartment I learned just how amazing he is as a lover.
My life changed completely around in jail. And only because of one wonderful man, did I survive in one piece.
He's still very much in my life, although I only see him occasionally. Covid has meant a year without seeing him, but once this is all over, I'm going to be visiting him in Holland.
I could easily have gone into far more detail about my jail time, and the things I saw and learned. But maybe this isn't the right forum for those events. Possibly I might relate another time,n about my Dutch man fucking me in front of the jails head warder. That was one very erotic evening.

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# 49520 - by Kyle / February 9, 2021

- Gay Stories -

Gay Male / 31

12 Months In Gay Paradise

I was then 27 year old. I’m 5’ 11”and at 180 lbs I’m reasonably fit and not unattractive. I like young (legal) Asian men. This happened four years ago after I sold an app for several million dollars.

I told my family and friends that I was going to travel around the world but I actually rented a luxurious villa with a private swimming pool in Phuket to experience 12 months of my fantasy.

My first night there I found a young Thai man to fuck me. His cock was about 6” and it hit all the sweet spots in my ass. That was my first night in my gay paradise.

The next day I told him I wanted to hire him and 4 more young men for a year as my companions. That night he turned up with his cousins and friends. All five were straight young men.

The Thai attitude to sex and nudity is considerably more relaxed and different than in the US particularly the mid-Western town I’m from.

I spent most days frolicking naked in the pool getting different young men to fuck me. I would lay in bed naked and welcome them to fuck me. It seem like my ass was always dripping with cum. We would frequent the popular night clubs almost every night and I would be surrounded by my entourage of young men.

At the villa, we would even fuck in front of the two female housekeepers. The housekeepers cooked and cleaned every day. They often cleaned the bedroom when I was flat on my back with one of my companions fucking me. They pretended not to notice.

For a little extra the housekeepers would give me massages in the home spa. They may be small and petite but their hands were incredibly strong.

One of the housekeepers was always full of questions. She was never judgmental but seemed very curious. She knew that white tourist like to fuck young Thai men and women but she never heard of a white tourist liking young Thai men to fuck them. The other housekeeper couldn’t speak any English.

The first housekeeper once commented that my ass hole was pink and that it was still open and how wet it was. She asked me how many of my young companions had fucked me that morning. She seem surprised but not shocked when I said that it was all five.

I felt her finger enter my ass and more cum leak out of my ass. Her probing finger felt really good in my ass. I spread my legs and she was soon finger-fucking my ass with first 2 then 3 fingers.

I spread my butt cheeks to give her more access. She added another finger and she was soon fisting my ass. Her fist stretched my entrance further then I’ve even been stretched before but her small fist felt nice in my ass. She said something in Thai and the second housekeeper joined us.

She turned me on my side and the second housekeeper watched the first housekeeper’s fist going up my ass as my cock just started leaking pre-cum. Soon she was elbow deep. I’ve never been with a woman before and I felt more than a little shy to be fisted by one woman while another witnessed.

The second shyly asked if she could try my ass. I let her. They both have experienced sex with western tourists before but this was their first time fisting a white man’s ass.

One weekend, unknown to me at the time, she invited her husband in to the villa. He had arrived early and she wasn’t yet ready to leave for the day. I didn’t even realize that he was in the room. He witnessed me on my back taking one hard cock after another.

I woke up and there was this naked stranger between my legs with his hard cock in his hand. He was in balls deep before I learnt that he was my housekeeper’s husband. My housekeeper seemed indifferent to her husband fucking me.

He was back the next weekend with 2 of his friends. When my companions were done he took his place between my legs, hoisted my legs over his shoulders and fucked me again. He said something in Thai and his two friends joined him. I was sucking on 2 cocks while a third was fucking me. They all took turns fucking my ass.

Just when I thought that things could get any weirder, his wife joined us. She jammed 2 finger up my ass and she proceeded to fist me in front of her husband and his friends. She seem excited at showing off. She was elbow deep in me when I shot a huge load. My unexpected audience cheered her. I was mortified. I also found it oddly thrilling. It felt like a performance.

My housekeeper’s husband kept inviting more of his friends. By my count I had taken at least 30 different cocks on a weekend. I felt like a whore but it also made me feel incredibly horny. I never refused a cock.

The number of my live-in companions had grown from 5 to 11. I enjoyed their attention but I also enjoyed the attention from my impromptu weekend audience.

We may have had less time together but it felt more intense and sometimes competitive. I still remember the time that I was surrounded by 15 naked men waiting to fuck me. They would fuck me and then stay and watch their friends fuck me. The housekeepers were busy plying them with food and beer.

They watched me get double penetrated by two cocks and suddenly every one seem to want a go. One of the strangest combinations was my housekeeper’s husband and their young son.

These same group of men watched my housekeeper fisting me. They would come in for a close up view. They watch me ride her fist and how my pink ass just swallowed her hand. I don’t know what they said and I’m not sure if I wanted to know.

My housekeeper was still fisting my ass when the rest of them had left. When she left I lay in bed completely exhausted. I felt a finger go up my ass. It was my housekeeper’s husband. He wanted a go. I told him that I was too tired but he persisted.

I told him that his hands were much larger than his wife and that he needed to use lots of lube. Unlike his wife, he was much harder on my ass. His fist was the biggest thing I’ve ever taken but he managed to make me cum twice. That made him smile.

That night my ass was too wrecked and far too open to enjoy getting fucked. I gave my young companions money to enjoy themselves at the night clubs and went to bed.

This was my year in paradise. By the time I left I had easily been fucked by over a hundred young men, their brothers, cousins and fathers. My ass could also take both my housekeeper’s hands. I tried to hire her and her husband and their son (he was one of my companions) when I returned to the states. I sent her son to University in the hopes that I would be able to hire him for my new startup.

I doubt that I’ll ever lose control like that again but I think I really needed it. Money cannot buy happiness but it did buy me the sexual experience of a lifetime.

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# 49213 - by InParadise / January 25, 2021

- Men Only -

Bi-Sexual Male / 35

MY BLACK FRIEND

For years now one of my best friends is a black man my age. He is married with kids has a great job and a very sexy wife. He and I drink beer and fish a lot enjoy cooking out and my wife likes their friendship also. About a year or so he and I were at my house one Saturday drinking beer and my wife was gone for the weekend to visit her parents.
He and I drank all day and it was after dark and we were just talking and some how got on the subject of sex. We shared experiences and got on the subject of our younger years and our first experiences. I told him if I tell you about this you have to keep it a secret He agreed so I began to tell him about my best friend and I and how we used to sneak around and have sex together. He asked a lot of questions and I could tell he was getting excited listening to my stories. I told him how we used to suck each other off before we were old enough to cum and later on when we could cum we both liked to swallow once we got used to it. Then I told him how we used to cut thru the woods on the way home from school and hide really good in the thick trees and he would fuck me in the ass and how I liked taking his cum in my ass.
I told him in detail how he used to stick his dick in me and hold my hips as he fucked my ass and how he enjoyed shooting his cum up my ass. I told him how we would suck and fuck most of the day on Saturdays as my parents were at work all day. After listening to me for over an hour he asked if I ever thought about doing that again. I thought a minute and said I would if it could be very private and discrete. I asked him why he asked that and he told me he had been very curious for a couple of years and just wondered what it would be like to suck a mans cock and to let a man suck me off. We talked about that awhile then he said he wanted to be honest and told me what he really wanted was to put his cock in a nice tight ass and fuck a man up the ass. I told him back in my younger day I liked taking a dick in my ass and did it with a lot of boys back then and several times with more than one at a time.
We drank a couple more beers and he asked if I would ever consider having sex with him. I had a good idea that he wanted to do something and I was curious myself so I told him why not no one will ever know if we do or if we don't. I said the wife is gone if you want to and have time we can at least get naked maybe jack off or try sucking each other. He said OK but do you think I could fuck you I really want to do that and it would be pretty hot to put my dick in a white ass.
We were in the house in a few minutes and I suggested we shower together first and once he was naked I was shocked to see how huge his dick was. I had to ask and he was stroking it and had a big smile on his face and told me its 12" and as you can see very thick. The head was huge and he was very black. He looked right at me stroking that monster and asked if I thought I could take it in the ass. I was unsure but told him I wanted to at least try. e got in the shower and our hands were all over each other and we sucked each other a little and he got behind me and his huge hard cock was in the crack of my ass as he humped on me moaning and telling me how bad he wanted to fuck me I came in the shower just getting humped and listening to him tell me how he wanted to fuck me.
We dried off and I got the Vaseline out and he followed me to the extra bedroom. It took some time and he put his dick in my asshole several times but pulled it out because it hurt me. Finally I was able to take him and let him leave it in my ass and he went slow giving me more and more until about half of it was up my ass and he told me I was tight and felt so good he was about to cum. I told him to go ahead and cum if you want to. He fucked me with half of his big dick then shot a huge load up my ass pushing deeper and deeper in to my ass as he emptied those big black nuts in my tight white ass.
He asked me if I could take a little more and he pushed deeper in to my cum filled ass and as I wiggled around underneath him and pulled at the sheets moaning out loud wanting to scream his dick went deeper and deeper until it felt like it was in my stomach. He laid on top of me for several minutes just lightly pushing his cock up my ass and the he began to fuck me with short easy strokes at first but before he finished he was fucking me with all he had and there was a lot of cum between my legs and it took him forever to cum the second time and when he did he made sure he was balls deep in my asshole and he filled me up and made me cum too.
I told him to leave it in my ass for awhile and we just talked with him balls deep in my ass and he humped me a little and eventually it slipped out of my ass and I could feel a huge amount of cum pour out of my wide open asshole. We got up and cleaned up and just looking at his long fat dick hanging between his legs excited me and I reached out to stroke it and he asked if I wanted some more. I said if you can get it up again I sure would like a little more. He fucked me again on my back with my legs up over his shoulders and h got even deeper and fucked me so hard I almost passed out a few times and I could look down between us and see his huge dick fuck in and out of my ass and I couldn't wait for him to get balls deep in my ass and fill me up with another big hot load. He had just came and was still in my ass when his wife called and they talked as I showered. After that we fucked a lot and often and that huge dick just felt better each time he used it on me.
He liked to suck me off and eat out my ass and swallow my cum before he fucked me and after awhile I could suck his dick and let him cum in my mouth. We talked about fantasies and acted out a lot of them and He and I both wanted my fantasy to come true and I really wanted to be gang fucked by him and a few of his black friends. It took quite awhile maybe a year to make it happen and it was him and 3 other big black men with huge dicks and a day and night at my cabin on my farm. 4 big black cocks using me for hours and hours and once I woke up face down on the bed tied spread eagle with all of them taking turns on my ass and there was a huge pool of cum between my legs and my nuts were sitting in it and they kept fucking me and drinking their beer. I just let myself go for once and let them use me and fuck me at both ends and take all the cum I could and it got wild and a little rough before it was over. They tried to DP me a few times but it hurt really bad then I got very drunk and tried it and they got two dicks up my ass at the same time and I had over 20" of big black dick up my ass at the same time.
We had a gang bang ..(continue confession)

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# 47867 - by Curious George / October 31, 2020

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